Search Cortona villas and holiday homes

97 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Cortona villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

97 Villa rentals in Cortona

Holiday Homes with a Pool in Cortona, Italy

Plunge into a cool, private pool after working up a massive sweat on the trails at mountain houses in Cortona, Italy.

La Finestra Su Cortona - Cortona
9.4 42 reviews

La Finestra Su Cortona

house, Cortona
La Finestra su Cortona, a country house near Cortona, is situated approximately 35km from Piazza Grande and 47km from Perugia Cathedral, offering easy access to Tuscan countryside cycling and hiking trails.
This four-bedroom, five-bathroom villa sleeps large groups, boasting a private pool (open May-September), fully equipped kitchen, fireplace, barbecue, outdoor fireplace, picnic area, free Wi-Fi, and free private parking.
Il Giardino Degli Ulivi | Casa Mimosa - Cortona
10 9 reviews

Il Giardino Degli Ulivi | Casa Mimosa

gîte, Cortona
Il Giardino degli Ulivi is a self-catering property located 3 kilometres outside Cortona, near the town of Arezzo, in the picturesque Tuscan countryside.
This one-bedroom gîte offers a peaceful escape for up to four guests, featuring a private garden, shared swimming pool, and modern amenities such as Wi-Fi and air conditioning.
90 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Cortona
10 22 reviews

90 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

house, Cortona
Holiday rental for up to 4 guests with an excellent rating of 100% based on 22 reviews. You will be located in Cortona.
Services and facilities: a fitness center, air conditioning and a garden. Take advantage of the terrace in this house!
Wonderful Private Villa With Wifi, Private Pool, A/c, Tv, Patio, Pets Allowed And Panoramic View - Cortona
10 18 reviews

Wonderful Private Villa With Wifi, Private Pool, A/c, Tv, Patio, Pets Allowed And Panoramic View

house, Cortona
This charming house is situated in Cortona's Old Town, just a 5-minute walk from Piazza della Repubblica, the Museum of the Etruscan Academy, and the Cathedral of Cortona, placing you in the heart of this historic Tuscan town. The house boasts consistently excellent ratings for location, cleanliness, and overall user experience.
The house spans 90 square metres and comfortably accommodates up to 4 guests in its two bedrooms and two bathrooms. Enjoy the convenience of a fully equipped kitchen, air conditioning, a private pool, and a charming terrace, all within the peaceful setting of a private garden.

Best Cortona villas and holiday homes with a kitchen

Casa Nobile - Cortona
9.8 60 reviews

Casa Nobile

house, Cortona
This Cortona apartment is centrally located, within easy walking distance of Piazza della Repubblica and Piazza Signorelli.
The two-bedroom, two-bathroom flat sleeps four, boasting a well-equipped kitchen, Wi-Fi, and a fireplace in the dining room; frescoes add historical interest.
Beautiful Holiday Home With View Over Cortona In Beautiful Surroundings - Cortona
8.7 344 reviews

Beautiful Holiday Home With View Over Cortona In Beautiful Surroundings

chalet, Cortona
This charming chalet is located in the tranquil countryside just outside Cortona, a short drive from the historic Piazza Grande and the thermal baths of Montepulciano Terme. It has received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers seeking a peaceful retreat.
The property features spacious terraces, a private swimming pool, and a well-equipped kitchen. Guests can enjoy stunning views of the surrounding countryside, relax in the spa, or dine at the on-site restaurant.
Casa Dina, Appartamento Centro Storico Cortona - Cortona
9.9 104 reviews

Casa Dina, Appartamento Centro Storico Cortona

house, Cortona
Casa Dina is a ground-floor flat in central Cortona, conveniently located within easy walking distance of shops, restaurants, and Porta Bifora.
This one-bedroom apartment sleeps up to three guests, offering a double bedroom, sofa bed, fully equipped kitchen with dishwasher, Wi-Fi, and parking approximately 0.07 km away in Via del Mercato.
68 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Cortona
No reviews

68 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

house, Cortona
This villa is situated in the Tuscan countryside, surrounded by olive groves and vineyards, and is just a 400-meter walk from Cortona's old town.
This 68 square meter property accommodates up to 5 guests in 2 bedrooms, featuring a private swimming pool, air conditioning, a microwave oven, and a dishwasher, with optional services including cooking lessons and wine tastings.

Frequently asked questions about villa rentals in Cortona

  • What are the must-see attractions in and around Cortone?

    Cortona is a beautiful medieval town with many attractions. The Etruscan Museum is a must-see, as is the Palazzo Comunale with its stunning frescoes. For beautiful views, climb to the top of the Fortezza di Cortona, a 13th-century fortress. If you're looking for a day trip, the nearby Trasimeno Lake is a popular destination for swimming, boating, and exploring.
  • What are the best villa rentals in Cortona?

  • What types of wildlife can travelers expect to see in the area of Cortone?

    The area around Cortona is home to a variety of wildlife. You might spot birds of prey like buzzards and kestrels soaring in the sky. In the surrounding countryside, you may encounter wild boar, foxes, and hares. If you're lucky, you might even see a rare Italian wolf.
  • What are the best villa rentals with a pool in Cortona?

  • What is the best time to visit Cortone?

    Cortona is a beautiful town year-round, but the best time to visit is during spring (April-May) or autumn (September-October). The weather is pleasant, and the crowds are smaller. Summer can be hot and crowded, while winter can be chilly and rainy.
  • What are the best villa rentals with a jacuzzi in Cortona?

  • When is it easiest to book a villa rental in Cortone?

    The easiest time to book a villa rental in Cortona is during the shoulder seasons (spring and autumn). Prices are usually lower, and there is less competition for rentals. If you're looking for a villa during the peak season (summer), book well in advance, especially if you want a specific property.
  • What are the best villa rentals for families and kids in Cortona?

  • What are the top hiking trails near Cortone?

    There are many great hiking trails near Cortona. The Sentiero della Bonaccia is a popular choice, offering stunning views of the Valdichiana valley. Another great option is the Sentiero del Lago Trasimeno, which follows the shores of Lake Trasimeno. For a more challenging hike, try the Sentiero del Monte Cetona.
  • What are the best pet friendly villa rentals in Cortona?

    The best pet friendly villa rentals in Cortona are Wonderful Casa Idilio Cortona, Charming House In Cortona - Tuscany and La Casa Di Letizia.

  • What are the advantages of renting a house or a villa in Cortone

    Renting a villa in Cortona offers a more private and spacious accommodation option compared to a hotel. You have your own kitchen and living space, allowing you to cook your own meals and relax in comfort. It's also a great option for families or groups of friends traveling together.
  • What are the best villa rentals with parking in Cortona?

  • Are there popular destinations near Cortone?

    Yes, there are many popular destinations near Cortona. Lake Trasimeno is a short drive away and offers water sports, boat trips, and charming towns like Castiglione del Lago. Arezzo is a beautiful medieval city with a rich history and art scene. The Tuscan countryside is also easily accessible, with vineyards, olive groves, and charming villages to explore.

Popular destinations

Holiday Homes with a Fireplace in Cortona, Italy

Find mountain houses with a fireplace in Cortona, Italy for cosy alpine evenings.

Margherita Holiday Home - Cortona
9.4 66 reviews

Margherita Holiday Home

farm, Cortona
The Margherita Holiday Home is a farm stay located 5 km from Cortona, close to the Camucia Cortona Train Station, offering easy access to the town centre and other Tuscan destinations.
The property features a swimming pool, jacuzzi, tennis court and garden, ideal for a relaxing countryside escape with family or friends.
Villa Primula By Posarellivillas - Cortona
9.5 60 reviews

Villa Primula By Posarellivillas

house, Cortona
Villa Primula is located in the village of Camucia, just 3.5 kilometres from the medieval town of Cortona and a 15-minute drive from Lake Trasimeno, offering a peaceful escape from the hustle and bustle. This property has received excellent user ratings for its location and cleanliness, as well as a very good rating overall.
This five-bedroom villa, spread across 200 square metres, offers ample space for families or groups of friends. The property is equipped with modern amenities such as Wi-Fi, a washing machine, and a swimming pool, as well as a charming garden and terrace, perfect for enjoying the Tuscan sunshine.
L'orangerie - Cortona
9.6 30 reviews

L'orangerie

house, Cortona
L'Orangerie is situated just outside Cortona, a 400-metre walk from the town centre and a 20-minute drive from Lake Trasimeno.
This family-friendly villa features a private outdoor pool and sun terrace, a garden, a fully equipped kitchenette, air conditioning, free Wi-Fi, private parking, and breakfast available upon request.
L'antico Casale Tuscany Charme & Unique Pool 5-star - Cortona
8.7 11 reviews

L'antico Casale Tuscany Charme & Unique Pool 5-star

house, Cortona
This renovated holiday home is located near Cortona, just 30 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme, offering stunning lake views. The property is situated in a peaceful area, perfect for a relaxing getaway.
This comfortable house features a private pool with a garden, ideal for enjoying the Tuscan sunshine. The property also boasts a fully equipped kitchen, air conditioning, free Wi-Fi, and free private parking.

Houses with a Hot Tub in Cortona, Italy

Soak under a canopy of pine trees in a steaming outdoor hot tub at mountain houses with a hot tub in Cortona, Italy.

La Renaia - Cortona
9.7 304 reviews

La Renaia

farm, Cortona
La Renaia is a farm stay situated near Cortona, approximately 34 kilometres from Piazza Grande and 48 kilometres from Perugia Cathedral.
This rural retreat offers a range of amenities including a swimming pool, Jacuzzi, tennis court and fitness centre, as well as stunning garden views and a spacious terrace.
Sweet Cortona - Cortona
9.2 42 reviews

Sweet Cortona

house, Cortona
Sweet Cortona is a holiday home located just 31 km from Piazza Grande in Arezzo, a charming medieval town, and 37 km from Terme di Montepulciano, a renowned spa resort. This property has received excellent ratings for location, cleanliness, and overall user experience.
The house spans 90 square meters and comfortably accommodates four guests in its three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private spa bath, a fully equipped kitchen, free Wi-Fi, and parking.
Fattoria Del Nonno Berto - Cortona
9.8 13 reviews

Fattoria Del Nonno Berto

farm, Cortona
Fattoria del Nonno Berto is a farm stay situated near Cortona, approximately 30 kilometres from Piazza Grande and 39 kilometres from Montepulciano Terme.
This family-friendly farm offers guests a range of amenities including a swimming pool, jacuzzi, spa, restaurant, tennis court, and fitness centre, as well as packed lunches for exploring the Tuscan countryside.
Casa Vinalia Inside The Etruscan Walls Of Cortona - Cortona
9.9 96 reviews

Casa Vinalia Inside The Etruscan Walls Of Cortona

apartment, Cortona
This Cortona holiday home, situated within a shared building but offering a private entrance and courtyard, enjoys stunning views of the Chiana Valley.
The two-bedroom, two-bathroom property features an open-plan living and kitchen area, a private courtyard with barbecue, Jacuzzi, spa, and parking; it also includes a well-equipped kitchen with a Delonghi oven and laundry facilities in a separate outbuilding.

See Guest-Favourite High-End Houses in Cortona, Italy

Experience rugged nature with elite five-star comforts and sweeping peak views at luxury mountain houses in Cortona, Italy.

Maison à Cortona Avec Piscine - Cortona
No reviews

Maison à Cortona Avec Piscine

house, Cortona

Find the Best Family Holiday Homes in Cortona, Italy

Give the kids a classic wilderness adventure with a massive timber home and outdoor space at family mountain houses in Cortona, Italy.

Villa Elisa By Posarellivillas - Cortona
No reviews

Villa Elisa By Posarellivillas

house, Cortona
Typical Cottage In The Hills Of Cortona, Perfect For Couples For A Romantic Holiday Or Honeymoon. Lo - Cortona
9.4 28 reviews

Typical Cottage In The Hills Of Cortona, Perfect For Couples For A Romantic Holiday Or Honeymoon. Lo

house, Cortona
Stunning Private Villa With Wifi, Private Pool, A/c, Tv, Patio And Panoramic View, Close To Cort... - Cortona
10 4 reviews

Stunning Private Villa With Wifi, Private Pool, A/c, Tv, Patio And Panoramic View, Close To Cort...

house, Cortona
Borgo Elena Appartamento Focolare - Cortona
9.1 14 reviews

Borgo Elena Appartamento Focolare

gîte, Cortona
©2026 cozycozy.com